
Holiday houses in Trequanda
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Top-rated holiday rentals in Trequanda
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Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

Tuscan cottage with an heavenly view
Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

Vineyards Paradise
Amazing country house immersed in the vineyard of Cantina Lapone, viewing Orvieto. Recently restored, over 100 sm, organised on two floors. Ground floor is a single space with a big living room (with fireplace) and a spacious open kitchen. First floor with two bedrooms and two bathrooms: the main bedroom (looking at Orvieto) with a double bed and internal bathroom and a second one with a double bed and a bed sofa. Private garden and parking. Private pool (shared with another 4 guests house).

Amazing Tuscany Villa, FREE parking
Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking

Panoramic view & outdoor jacuzzi - Pienza
‘L’Orto’ sits on a hill facing the 15th century monastery of Sant’Anna in Camprena, which was featured in the Academy Award-winning film ‘The English Patient’. Relax under a vine-covered pergola or in your private outdoor jacuzzi while enjoying panoramic views of idyllic Tuscan countryside, with its rolling hills and winding paths lined with cypress trees. ‘L’Orto’ is ideally located for a visit to the Val d’Orcia, a UNESCO World Heritage site, Pienza, Montalcino, Montepulciano or Siena.

Celeste – The color of the summer sky in Tuscany
The apartment is located on the 2nd floor and consists of 2 bedrooms (possibility of making single or double beds on request), a bathroom, a living room, and a kitchen equipped for cooking. (Washing machine available from 9 a.m. to 8 p.m. in the laundry room) Free parking and wifi. Convenient location for visiting Tuscany's tourist centers. We are in the countryside, in the heart of the Crete Senesi, a car is recommended to be independent and visit the magnificent Tuscan countryside

Pasqui Villas: Tribbio 3BDR,private pool,WiFi
Tribbio 3BDR is a section of a larger house, Tribbio , a beautiful "podere" with private swimming pool, nestled in an olive grove less than 1km from the village of San Giovanni d'Asso . The house is on two floors . Ground floor: living room with Sat TV, full kitchen, table x 10. First floor: 2 double bedrooms and 1 twin bedroom,3 bathrooms ,a lounge with fireplace WiFi, AirCon,ceiling fans, mosquito nets. No other guests. The part of the house not available remains closed and empty.

Romantic Tuscan Holiday House
Recently renovated Casa Etruria features a chic modern home inside its ancient stone walls, with every modern convenience,lots of original charm and the most beautiful sunset view from the bedroom and balcony . Casa Etruria is a 13th century gate house over the Western entrance to Trequanda - Porta al Leccio. Trequanda is medieval borgo located in Val d'Orcia , south of Siena. Val d'Orcia was recognised by UNESCO in 2004 as a World Heritage Site for its outstanding beauty.

Your Tuscan oak tree house, enchanting Val d'Orcia
The house enjoys a rare and enchanting view of the Val d’Orcia and Monte Amiata, ensuring maximum privacy. The interiors mirror the charm of the Tuscan style, with antique furniture and finishes made by local artisans. It is equipped with a double bedroom, a large living room with a big table, a fully equipped kitchenette, a double sofa bed in front of the fireplace, in the living room. Outside, the patio will allow you to eat with the colors of the sunset as a backdrop.

Apartment in historic house with pool and view
The apartment "I Girasoli" is part of the historic house "Borgo La Grancia", located in a spectacular area of the Tuscan countryside. The apartment, 70 m2, is located on the second floor and consists of a very large and bright living room with a sofa bed, kitchen, a double bedroom and a bathroom with shower. It is elegantly furnished with Tuscan terracotta floors, beams and period furniture. It has a gorgeous view of the gardens, the pool area and the valley.

Podere Pereti Nuovi – Modern Tuscan Villa
Podere I Pereti was entirely build by our grandfather Remo in the 1970's. My siblings and I spent most of our summers on the porch with our grandparents watching sunsets and admiring the view of the Val d'Orcia. Entirely surrounded by vineyards and olive groves. Nonno Remo, besides having a building company, proudly produced Orcia red wine that was consumed by the family. From the 150 olive trees, every November we filled our tanks with green gold olive oil.

Mascagni Farmhouse in Val d'Orcia, Pienza
Climb the iconic Tuscan hills to Mascagni Organic Farm, an organic farm where your new home awaits: a finely restored 16th-century barn nestled among olive trees and wheat fields. Relax with a cup of tea, pick rosemary and lavender in the garden with breathtaking views of the Val d'Orcia. Rediscover your true nature among the pristine fields and olive trees: here, walks and bike rides have no limits! Ready to create memories that will last a lifetime?
Popular amenities for Trequanda holiday rentals
Other great holiday rentals in Trequanda

Luxury Medieval Tower - Penthouse

Selvoli Farmhouse – Bruco

S.Ilaria - Private pool Villa with 2 bedrooms

Casa Biancospino Crete Senesi | Podere Fossaccio

Proceno Castle, Loggia Apartment

CHARMING TUSCANY VILLA PRIVATE POOL

Live Like a Local & Private Concierge Service

The twigs
When is the best time to visit Trequanda?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $446 NZD | $520 NZD | $448 NZD | $482 NZD | $455 NZD | $472 NZD | $506 NZD | $520 NZD | $513 NZD | $485 NZD | $473 NZD | $511 NZD |
| Avg. temp | 5°C | 6°C | 9°C | 12°C | 16°C | 21°C | 23°C | 24°C | 19°C | 14°C | 9°C | 5°C |
Frequently Asked Questions
Are there family-friendly vacation rentals in Trequanda?
Trequanda has more than 180 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in villa rentals in Trequanda?
Experience the best of Trequanda with our villa rentals, starting at about $180 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Trequanda?
Four-legged friends are welcome in Trequanda. Choose from more than 190 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Trequanda?
Yes! Work meets play with ease at over 100 vacation rentals in Trequanda featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Trequanda vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 230 vacation homes with pools in Trequanda, available on Airbnb. Make a splash and soak up the sun in style!
Do villa rentals in Trequanda have air conditioning?
Absolutely! We offer over 30 villa rentals with air conditioning in Trequanda. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Trequanda have a kitchen?
Absolutely! We offer over 20 condo rentals with a kitchen in Trequanda. Enjoy a tailored experience with all the comforts you desire.
Do villa rentals in Trequanda have wifi?
Absolutely! We offer over 40 villa rentals with wifi in Trequanda. Enjoy a tailored experience with all the comforts you desire.
Do villa rentals in Trequanda have free parking?
Absolutely! We offer over 30 villa rentals with free parking in Trequanda. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Farmstay Rentals in Trequanda?
Enhance your stay in our Farmstay Rentals with the most popular amenities: over 20 homes with air conditioning, over 30 homes with wifi, over 30 homes with free parking, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Trequanda

Total holiday rentals
Explore 310 holiday rentals in Trequanda

Nightly prices starting at
Trequanda holiday rentals start at $103 NZD per night before taxes and fees

Verified guest reviews
Over 4,880 verified reviews to help you choose

Family-friendly holiday rentals
180 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 190 rentals that welcome pets

Holiday rentals with a pool
230 properties feature pools

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wi-Fi availability
300 of Trequanda holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Trequanda rentals

4.8 Average rating
Trequanda stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Rentals with a fire pit Trequanda
- Rentals with a fireplace Trequanda
- Rentals with pools Trequanda
- Pet-friendly rentals Trequanda
- Rentals with outdoor seating Trequanda
- Condo rentals Trequanda
- Rentals with a patio Trequanda
- Apartment rentals Trequanda
- Rentals with a washing machine and dryer Trequanda
- House rentals Trequanda
- Family-friendly rentals Trequanda
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- Rentals with a hot tub Trequanda
- Farmstay rentals Trequanda
- Villa rentals Trequanda
- Bed and breakfasts Trequanda
- Smoking-friendly rentals Trequanda
- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Strozzi Palace
- Santa Maria Novella
- Basilica Di San Miniato A Monte
- Lake Trasimeno
- Ponte Vecchio
- Lake Bolsena
- Basilica of Santa Maria Novella
- Del Chianti
- Cascate del Mulino
- Eremo Di Camaldoli
- Mercato Centrale
- Uffizi Gallery
- Fortezza da Basso
- Piazza della Repubblica
- Piazzale Michelangelo
- Pitti Palace
- Parco delle Cascine
- Palazzo Vecchio
- Boboli's Garden
- Basilica of St Francis
- Avignonesi Winery Fattoria Le Capezzine
- Stadio Artemio Franchi




